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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,474 Reviews)

Page 25 of 41 • 968 listings

Fountaine Pajot Saba 50 – Luxury Catamaran Charter Experience
Sailing in Cartagena · 30 guests

Fountaine Pajot Saba 50 – Luxury Catamaran Charter Experience

New
Superowner
$425/hour
Enjoy an exclusive experience aboard the Leopard 38' Catamaran
Sailing in Cartagena · 15 guests

Enjoy an exclusive experience aboard the Leopard 38' Catamaran

New
Superowner
$200/hour
36ft Private Catamaran Cancun – Open Bar & Snorkel
Sailing in Cancún · 28 guests

36ft Private Catamaran Cancun – Open Bar & Snorkel

New
$200/hour
Instant Book
50  Luxury Sailing Catamaran in Miami
Sailing in Fort Lauderdale · 12 guests

50 Luxury Sailing Catamaran in Miami

5.0
$330/hour
Montego Bay Private Catamaran Cruise with Open Bar & Snorkeling
Sailing in Montego Bay · 60 guests

Montego Bay Private Catamaran Cruise with Open Bar & Snorkeling

New
$1,350/hour
Instant Book
Private 45ft Catamaran — Cartagena & Rosario Islands
Powerboats in Cartagena · 40 guests

Private 45ft Catamaran — Cartagena & Rosario Islands

New
$4,999/day
Charter the yacht of your dreams Jeanneau 54 Cruising Monohull in Cartagena
Sailing in Cartagena · 14 guests

Charter the yacht of your dreams Jeanneau 54 Cruising Monohull in Cartagena

New
Superowner
$200/hour
40 ft Spacious Catamaran
Sailing in Marina Vallarta · 12 guests

40 ft Spacious Catamaran

5.0
$538/hour
Bahia de las Aguilas- Private Catamaran Cruise
Events in Dominican Republic · 70 guests

Bahia de las Aguilas- Private Catamaran Cruise

New
$750/hour
Lagoon 52 Luxury Catamaran Charter - Set Sail in Style
Sailing in Marina del Rey · 12 guests

Lagoon 52 Luxury Catamaran Charter - Set Sail in Style

New
$500+/hour
Private 47ft Power Catamaran to Saona Island – Full-Day All-Inclusive Experience
Sailing in Los Melones · 35 guests

Private 47ft Power Catamaran to Saona Island – Full-Day All-Inclusive Experience

New
$850/hour
Instant Book
Beautiful Catalina Marina Del Rey
Sailing in Marina del Rey · 8 guests

Beautiful Catalina Marina Del Rey

New
$125/hour
Ocho Rios Private Sunset Catamaran with Dinner & Open Bar
Powerboats in Ocho Rios · 100 guests

Ocho Rios Private Sunset Catamaran with Dinner & Open Bar

New
$817/hour
Turks & Caicos Private Sunrise 27' Sea Ray Boat Charter
Powerboats in The Bight Settlement · 10 guests

Turks & Caicos Private Sunrise 27' Sea Ray Boat Charter

New
$525/hour
Cabo Private Sail & Snorkel Tour Arch & Open Bar
Sailing in Marina · 8 guests

Cabo Private Sail & Snorkel Tour Arch & Open Bar

New
$200/hour
Lagoon 440 Sailing Catamaran Charter from Cartagena
Sailing in Cartagena · 20 guests

Lagoon 440 Sailing Catamaran Charter from Cartagena

New
$231+/hour
Sail from Boynton Beach to Lake Boca
Sailing in Boynton Beach · 12 guests

Sail from Boynton Beach to Lake Boca

New
Superowner
$126+/hour
Hit the water on Beneteau 50 Cruising Monohull in Cartagena, Colombia
Sailing in Cartagena · 12 guests

Hit the water on Beneteau 50 Cruising Monohull in Cartagena, Colombia

New
Superowner
$150/hour
41ft Lagoon 410 S2 Catamaran in Puerto Aventuras with Open Bar and Snorkeling
Sailing in Puerto Aventuras · 20 guests

41ft Lagoon 410 S2 Catamaran in Puerto Aventuras with Open Bar and Snorkeling

New
Superowner
Best of 2026
$375/hour
Private Catamaran to Bahia de las Aguilas Cabo Rojo
Sailing in Dominican Republic · 65 guests

Private Catamaran to Bahia de las Aguilas Cabo Rojo

New
$400/hour
Private 45' Party Catamaran with Professional Bilingual Crew In Puerto Vallarta
Powerboats in Isla Iguana · 20 guests

Private 45' Party Catamaran with Professional Bilingual Crew In Puerto Vallarta

New
$625/hour
55ft Lagoon Sailing Catamaran for 65 people in Cancún, Quintana Roo
Sailing in Cancún · 65 guests

55ft Lagoon Sailing Catamaran for 65 people in Cancún, Quintana Roo

New
$446+/hour
Have an amazing time in Cartagena, Colombia on Bavaria 51 Cruising Monohull
Sailing in Cartagena · 10 guests

Have an amazing time in Cartagena, Colombia on Bavaria 51 Cruising Monohull

New
Superowner
$163/hour
Custom 40ft Sail Boat Rental in Cozumel
Sailing in Centro · 12 guests

Custom 40ft Sail Boat Rental in Cozumel

New
$168/hour

Sailing Reviews in United States

  1. Margaux

    Margaux

    50 Luxury Sailing Catamaran in Miami

    We had an absolutely amazing experience with this boat charter! From start to finish, everything was seamless, and it was easily one of the highlights of our trip. The boat was beautiful, clean, and exactly as advertised, and there was plenty of space for everyone to relax and enjoy the day. Our captain, Leo, was exceptional. He was professional, friendly, and incredibly accommodating. He made sure we were comfortable throughout the entire trip and did a great job showing us around and finding some beautiful spots to enjoy. He was also super knowledgeable about the area and made the whole experience feel effortless while still being a lot of fun. Leo really went above and beyond to make sure we had an unforgettable day. We had such a great time and would absolutely book with them again. Highly recommend requesting Leo as your captain — he was fantastic!

  2. WF

    Wayne

    40 ft Spacious Catamaran

    Kelly was professional and courteous for the booking and all questions that came afterward and very accommodating when we wanted to preview the boat, working with the caterer, etc. Captain Cesar and the entire crew were wonderful and very helpful during the entire trip. It was a great experience! Thank you!

  3. SA

    Sharon

    50 Luxury Sailing Catamaran in Miami

    Just book it! You will NOT regret it. I promise- it's an amazing experience! The crew (Leornardo and Alina) were awesome and very accommodating! Book with these two!

  4. Blue

    Blue

    50 Luxury Sailing Catamaran in Miami

    Leo and crew were fantastic, and my friends and I had a blast out on the water! Can't wait to do it again.